Synthesis 2013; 45(16): 2265-2272
DOI: 10.1055/s-0033-1339288
paper
© Georg Thieme Verlag Stuttgart · New York

Investigation of the Enantioselective Synthesis of 2,3-Dihydroquinazolinones Using Sc(III)–inda-pybox

Muthuraj Prakash
Chemical Biology Laboratory, Department of Biotechnology, Bhupat and Jyothi Mehta School of Biosciences Building, Indian Institute of Technology Madras, Chennai 600036, India   Fax: +91(44)22574102   Email: vkesavan@iitm.ac.in
,
Samydurai Jayakumar
Chemical Biology Laboratory, Department of Biotechnology, Bhupat and Jyothi Mehta School of Biosciences Building, Indian Institute of Technology Madras, Chennai 600036, India   Fax: +91(44)22574102   Email: vkesavan@iitm.ac.in
,
Venkitasamy Kesavan*
Chemical Biology Laboratory, Department of Biotechnology, Bhupat and Jyothi Mehta School of Biosciences Building, Indian Institute of Technology Madras, Chennai 600036, India   Fax: +91(44)22574102   Email: vkesavan@iitm.ac.in
› Author Affiliations
Further Information

Publication History

Received: 08 March 2013

Accepted after revision: 27 May 2013

Publication Date:
10 July 2013 (online)


Abstract

Derivatives of 2,3-dihydroquinazolinones (2,3-DHQZs) are prized for their prevalent pharmaceutical applications. Although there are potential applications, methods available for the enantioselective synthesis of these valuable compounds are scarce, since the chiral aminal center is prone to racemization. We have overcome the difficulties in the catalytic enantioselective synthesis of 2,3-DHQZs using Sc(III)–inda-pybox as a catalyst, in a process with a broad substrate scope.

Supporting Information

 
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